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John Player Special and double-signed Linz Brothers Daytona watches could both hammer for over $1 million.
Transparency of digital marketplaces like eBay is driving up trust and confidence in an increasingly sophisticated online auction industry for luxury watches.
Venerable institutions, which for several centuries have been competing for the spending of affluent watch and jewelery collectors, and are now teaming up to cross-promote sales of certified pre-owned timepieces.
Explosion of online auctions fails to compensate for loss of saleroom events during the pandemic.
Reluctance to trading luxury watches online was stripped away by the pandemic, leading to legions of new customers buying and selling vintage and contemporary timepieces for the first time.
Watches by Patek Philippe continued to dominate the market, with Tuesday's sale led by a Ref 2499 retailed by Tiffany & Co. which sold for $818,600.
It comes via a special collaboration with the acclaimed New York City Ballet in celebration of The Festival of Wonder luxury sale series.
Auctioneer is tapping into a rising trend of "cross-collecting" vintage luxury items with a series of sales in November it calls the Festival of Wonder.
In a hugely disrupted calendar, Sotheby's shifted early and urgently into weekly online sales as its physical premises were forced to close.
Sotheby's underestimated the eventual selling price, forecasting it would go for between $516,000 and $1m.